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340169-01-9

340169-01-9 Structure

340169-01-9 Structure
IdentificationBack Directory
[Name]

(-)-OUABAIN HYDRATE 98
[CAS]

340169-01-9
[Synonyms]

(-)-OUABAIN HYDRATE 98
(-)-OUABAIN HYDRATE 98%
[Molecular Formula]

C29H46O13
[MDL Number]

MFCD00149240
[MOL File]

340169-01-9.mol
[Molecular Weight]

602.67
Chemical PropertiesBack Directory
[Melting point ]

185-192 °C(lit.)
[solubility ]

Methanol: Soluble
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

23/25-33
[Safety Statements ]

45
[RIDADR ]

UN 1544 6.1/PG 1
Hazard InformationBack Directory
[Description]

Ouabain is a cardiac glycoside that has been found in S. gratus and has diverse biological activities.1,2,3,4,5,6,7 It inhibits the Na+/K+-ATPase isoforms α1β1 and α2β1 and human-ether-a-go-go (hERG), also known as Kv11.1 (IC50s = 97, 90, and 15.2 nM, respectively).2,3 Ouabain reduces the proliferation of PC3 prostate cancer and U937 lymphoma cells (EC50s = 210 and 94 nM, respectively).4 It inhibits the cytopathic effect of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in infected Vero cells (IC50 = <0.097 µM).5 Ouabain (~8 µg/animal) increases systolic blood pressure in normotensive rats.6 It has been used to induce ventricular arrythmias in vivo.7 Formulations containing ouabain have been used in the treatment of atrial fibrillation, atrial flutter, and heart failure.WARNING This product is not for human or veterinary use.
[References]

[1] W. JACOBS N M B. OUABAIN OR g-STROPHANTHIN[J]. Journal of Biological Chemistry, 1932, 96 1: 647-658. DOI: 10.1016/s0021-9258(18)76253-4
[2] ADRIANA KATZ. Digoxin derivatives with enhanced selectivity for the α2 isoform of Na,K-ATPase: effects on intraocular pressure in rabbits.[J]. The Journal of Biological Chemistry, 2014, 289 30: 21153-21162. DOI: 10.1074/jbc.m114.557629
[3] LU WANG. Cardiac glycosides as novel inhibitors of human ether-a-go-go-related gene channel trafficking.[J]. Journal of Pharmacology and Experimental Therapeutics, 2007, 320 2: 525-534. DOI: 10.1124/jpet.106.113043
[4] ELENA BLOISE. Pro-apoptotic and cytostatic activity of naturally occurring cardenolides.[J]. Cancer Chemotherapy and Pharmacology, 2009, 64 4: 793-802. DOI: 10.1007/s00280-009-0929-5
[5] SANGEUN JEON. Identification of Antiviral Drug Candidates against SARS-CoV-2 from FDA-Approved Drugs.[J]. ACS Applied Energy Materials, 2020. DOI: 10.1128/aac.00819-20
[6] FABIANO E XAVIER. Ouabain-induced hypertension alters the participation of endothelial factors in α-adrenergic responses differently in rat resistance and conductance mesenteric arteries[J]. British Journal of Pharmacology, 2009, 143 1: 215-225. DOI: 10.1038/sj.bjp.0705919
[7] YI XUE XUE  Keitaro H  Nu Nu Aye. Antiarrhythmic effects of HOE642, a novel Na+-H+ exchange inhibitor, on ventricular arrhythmias in animal hearts[J]. European journal of pharmacology, 1996, 317 2: Pages 309-316. DOI: 10.1016/s0014-2999(96)00755-8
340169-01-9 suppliers list
Company Name: Cayman Chemical Company  
Tel: 800-364-9897
Website: www.caymanchem.com
Company Name: Riedel-de Haen AG  
Tel: 800 558-9160
Website: www.sigmaaldrich.com
Company Name: SIGMA-RBI  
Tel: 800 736 3690 (Orders)
Website: www.sigma-aldrich.com
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